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It started some 5 years ago when I was 23, actually a lot longer than that, since I always seemed a little more interested in boys than I was in girls. I tended to be a loner being rather young looking and smallish in size for my age, I'm only 5 foot, 6 and a half inches, slim with hardly any hair on my body except for my head of light blond hair and long eye lashes, long hair was still in, I could maybe shave once a week if I felt like it, I guess I took after my mothers side of the family, I have her pouty lips and a bit of a bubble butt.! I finished several years of college and found a job, so I was able to get a decent apartment and car. I didn't have any steady girlfriend, I mostly just dated a few girls once in a while and only had some male coworkers that were acquaintances. I've always been extremely horney but, the girls I dated didn't seems to be very interested in messing around with a guys that was as small or smaller than they were, I just wasn't "Manly" enough for them. I always noticed the other boys in school and enjoyed checking me out in the showers, I seemed to find the whole thing very exciting and had a hard time keeping my excitement from showing.
After college when I had my own apartment, I did a lot of surfing on the web finding ton's of pictures and sites that showed women, men and combinations of them naked and having sex. I started out mainly on the normal girl and guy sex sites but, over time I found others with women with women and men with men. Then I seemed to be getting more excited checking out the sites of men with men, then over time I found sites of men dressed as girls and having sex with men, of course being a young horney man, I masturbated often while doing all this.
I figured I needed to get away from my apartment and computer before I drove myself totally nuts, I got a bike and started riding around the nearby park, several times a week I would ride around the park area, the park was expanded some years ago and towards the far corner was a parking lot that sometimes semi-trucks pulled into and they would use an older outhouse restroom, that were rarely used since the nice new modern restrooms were installed with the parks expansion I would pass it once in a while while riding my bike. I needed to stop one day to take a leak, so I parked my bike and went in, there were only two stalls and a sink it was dank, darkish the stalls were old wooden ones. the place was empty so I went towards the end stall and closed the door as I was unzipping, I noticed a lot of writing on the walls I started reading some as I finished my leak, I was getting turned on with the smells of the old outhouse and reading some of these nasty notes on the walls.
My 4 and a half inch cock was swelling to hardness, so I dropped my jeans and sat down on the stool to read more of the nasty writings as I played with my stiff cock, I heard air brakes outside and soon I heard the stall next to me close and someone using the toilet. I stayed very still and quiet my cock shrinking down to nothing again as I heard him empty his Blatter, then I heard a slapping sound and him moaning quietly, I then noticed a hole about waist high, so I leaned over to peek in and saw a middle age punchy man stroking a nice 6 inch thick hard cock, my mouth went dry and I felt a tingle run through my body, he was standing right in front of the hole and all I could see was his hand stroking his hard cock.
I was surprised but, excited and went to sit back on the toilet I slipped and grabbed the hole with my fingers slipping through the hole to keep from falling, I sat back trying to be quiet and soon I noticed the man's hard thick cock slide through the hole all veins showing with a drop of precum glistening on it's tip. My mouth went from dry to watering as my cock grew ridged again as a hot tingle flashed over my body, even my spinster contracted, I stared and licked my lips, I couldn't help myself, after seeing so many on my computer and masturbating over the pictures of men's cocks and men sucking cock's, I leaned towards it wondering what it would feel and taste like! I stuck out my tongue licking his precum from the tip of his throbbing cock, I heard him moan as I tasted his clear fluid thinking it's not bad, not a lot of taste to it but, found myself wanting more, I squatted down in front of the hole wrapping my hand around his ridged cock, stroking him from the base to his tip bringing another drop of precum to his tip feeling how velvety smooth and warm his shaft felt in my hand. I shuttered with a deep desire as I licked his tip capturing his precum once again to savoir it's taste, I couldn't stop myself as I leaned forward to wrap my lips around his shaft running my tongue on it's underside tasting his manhood, I heard him moan again and I moaned with a pleasure I never had before, I seemed to go wild as I drooled and bobbed on his shaft, shoving my face against the wall trying to get as much in my mouth as I could. My shaft swelled and throbbing like never before but, all I cared about was this strangers cock in my mouth as I licked, sucked and just did anything I could think of to make his give me more of his precum as I heard him moaning trying to push more of his cock in my willing mouth, soon I heard him saying oh, god Yes!! I felt his cock swell in my mouth, I knew what was coming but, I couldn't pull away it was like some other person took over my body as I felt his first spurt of cum shoot down my throat, I pulled back because of the force as his second and third filled my mouth coating my tongue and covering my gums with his hot seed, I swallowed before I thought as I stroked and sucked for more realizing how salty creamy good it tasted, I shuttered with such feelings like I've never felt before as his cock shrank slipping from my drooling hungry mouth.
I sat back up on the toilet as I heard the unknown man zip up and leave, as I savored his taste in shock over what I had just done, hearing his air brakes as he pulled out of the parking lot in his big rig. I sat there licking my lips in a bit of a shocked state my mind trying to process what just happened till I realized I wanted more, I wanted to suck more cocks, I wanted to feel them explode in my mouth filling it with their creamy cum. I sat in that stall for a good hour or more in anticipation of sucking another but, no one came in and after jacking myself off twice I finally left that old restroom. Every day I came back for hours waiting but, no one used this old restroom during the week I was there, I was going nuts with my thoughts of cum filled cocks, I got thinking that the man from the restroom was a trucker and there was a small truck stop on the edge of town, maybe they had holes in their restrooms. I put on a pair of loose shorts and a tank top, I drove my car over to the small truck stop I went into the restroom checking out each stall for holes, they were all steel stalls and none had any holes! I felt so let down I must have looked like I lost my dog as I passed an older gentleman going in the restroom as I left it and I wondered around their store stopping and staring at their selection of soda's, not sure how long I stood there when that older man asked if I was going to take all day, I looked up and mumbled sorry as I stepped away, he reached in making a selection asking if I was alright, I said I was fine just looking. He asked if I was looking for a ride, his truck is out in the lot, I thought to myself duh, he's a trucker! I felt my cock stir as a thrill ran through me and stuttered maybe, as my cock started to make a bulge in my shorts as I adjusted myself I noticed the trucker checking me out and said, well if you like I'll show you were my truck is parked, I said sure and followed him out towards the back lot.
Noticing how he's several inches taller than I maybe in his fifty's with a heavy set frame, I followed him way to the back of the rather dark lot to an older semi-truck no sleeper just a two seater.
He asked if I've ever been in a big truck before, I said, no, he said, come around and climb up in the passenger side if I wanted to see what it's like, I followed him around to unlock the door for me, he opened the door and as I climbed up the steps he said to be careful not to fall as I felt his hand on my ass helping me in closing the door behind me, he came around climbing into the drivers seat. There wasn't much room between the seats, though there was a console between and some space behind the seats for a storage. The trucker asked what I thought, I told him it's rather high up and can really see a lot around you, he said, that's right and it's hard from the ground to see up here too, as he rubbed his crouch area, it drew my attention to a bulge in his pants, I wet my lips with a strange need to see what he had in his pants came over me. The trucker asked if anyone had told me I looked cute like a girl, with my leg's and cute ass, if I grew my hair longer with some lipstick on, I could almost pass as one. I stammered out no, my little 4 inch cock sprang to attention as I realize he thinks I'm cute, I'm staring at his bugle licking my lips, the trucker asks if I want to see it, I shake my head yes as I get hot all over, my cock jerks with my lust and my mouth waters. The trucker unbuckles and zips down his pants, shoving them down to his knees showing his slim average size hard cock, thoughts of the restroom hole flash through my mind as I climb up on my knees bending over his console, it's like I have no control of myself, as I wrap my hand around his hardness, stroking his firmness and using my other hand I cradle his balls, they feel heavy and full of cum.
I lick my lips and lean down taking his shaft in my mouth down to his balls gagging a little as his cock hits the back of my throat, I slowly draw my lips up to his shaft and swirl my tongue around the tip searching for any precum, he moans, that's it boy suck it, and I go back down taking as much of him as I can, I feel his pubic hair on the tip of my nose, I lick the base of his cock as I slowly move up it's shaft tasting his manliness. As I go down his length again, he shoves my head into his crouch and my eye's water as his cock hits the back of my throat as he holds me there, I struggle to breathe before he releases my head.
I pull off his cock catching my breath, He say's, "you need to learn how to deepthroat boy, like the girls do".
I nod yes and go back down on his cock, sucking like a hungry calf with my ass in the air, he reaches and grabs my ass saying how hot it looks as he pushes my loose shorts down my thighs along with my undershorts, I don't mind his hand feels good on my ass as he rubs and gives one a little smack, I moaned around his cock as he started rubbing up and down the crack of my ass, he took his hand away and he wets his middle finger and started to rub it around my puckered rosebud, then he inserted it in up to his first knuckle I didn't care I was enjoying sucking his cock, he say's boy you are tight as he worked the length of his middle finger into my ass hole. My body seemed to have a mind of it's own as I pushed back enjoying his finger in my ass as he started working it in and out in a fucking motion, If I had some lube, I'd love to fuck your hot ass boy!
I couldn't believe how I responded to those words, I wiggled my ass and pushed back against his finger like a real slut.! I was slobbering up and down his cock, as I felt thrills running through my body, centering in my crouch area as my straining cock dripped precum in the front of my bunched up underwear. His finger fucking my ass made me moan over his cock and I tried to take it all the way to it's base, I finally got his cock all the way for a little bit before I had to pull off but, not before I gave his balls a quick lick while I was pressed against them, he moaned yeah, "that's it boy, suck it good", I started to bob up and down all the way hitting bottom quick before gagging sucking up to his head before repeating again and again as he moaned, "that's it I'm getting close boy", he worked another finger into my ass fucking me harder as I slobbered and bobbed on his throbbing shaft, till I felt him slam his fingers in my ass and go ridged with his cock buried in my mouth as it swelled, flooding my hungry mouth with his creamy goodness, I started cumming as I swallowed his yummy load, stroking his cock trying to get every drop he has down my throat. All the while shoving back against his fingers buried in my ass wiggling and moaning as he filled my mouth with his thick seed, as his flow dropped off and his cock started to shrink, he removed his fingers from my tight ass, I licked around his cock to be sure I got everything as he moaned wow, "you're as good or better than some girls".
He pulled up his pants saying you've earned a ride with me anytime my little girly boy, I collected myself seeing a cum stain on my shorts thinking I'm glad it's dark out, as he asks how far I'm riding? I stammer out that I don't need a ride thanks as I started to climb out of his truck, he say's well if you ever don't need a ride again or if you do, I usually stop at the large truck stop next town up on this run!
I wave as I walked across the dark lot back to my car, thinking about all this trucker had said, how I could pass as and I suck cock as good as a girl, I remember his fingers in my ass and how I responded by pushing back wanting them deeper in me, how excited I felt feeling them fucking me as I sucked his hard cock, how I was missing them feeling empty back there now. When I got back to my apartment I spent hours on my computer masturbating while looking at girly boys sucking and getting fucked, the more I looked, the more I wondered about them, what did they all do to themselves to look so close to a girl rather than the boys they are? For the next week after work, I surfed the web learning about girly-boys and what they did to make themselves look like girls, I learned about several websites that catered to them, they had wigs, all types of clothing while another had all kinds of shoes and boots along with ton's of garter belts and stockings, all seemed to have naughty panties and nighties! I learned how they shaved all over and that they cleaned out their behinds themselves, painting their toes and nails, that they had breast forms and all kinds of things to make them look like girls, I wasn't sure about all this stuff but, I did send away for a couple of different sized dildo's and some lube plus a cleaner you attached to a faucet. I wanted to try a small dildo that's well lubed in my ass ever since I had that truckers fingers buried in my ass, I've tried fingering myself as I masturbated but, it just wasn't the same or enough to satisfy my craving back there, just like after that first cock I sucked, I wanted More!!
I continued on the computer learning about girly-boys, crossdressers and transvestites while waiting for my order to come, when It did I marveled at the dildo's the first one thin and straight about 6 inches with a suction base while the other one was a bit thicker with a curve around the same length and a suction base also. I unpacked the rest of my order and took everything to my bathroom, I undressed hooking up the fitting to the sink used to clean myself out I added some lube to the very thin tube on the hose, I inserted the tube, working it into my tight ass excited to try my new dido's. After several times of filling my ass with warm water and voiding into the stool, I was clean and ready to try my new thin dido, taking it out of it's package I ran my hands over it feeling it's firmness and flexibility, with it's life like veins I was excited and intrigued with it as I opened my mouth to taste and feel what I hoped to be close to a real cock. It didn't taste very good, no warmth but, it felt close in texture as a shutter went over me as I bobbed and shoved my new dildo in and out of my mouth feeling very naughty and moaning, wishing it was the real thing! I couldn't wait anymore, I grabbed the bottle of lube and spread some on my fingers reaching around behind myself, working the slickness between my cheeks to my tight rosebud, I worked one than two fingers into my asshole as I suckled on my new toy, dreaming of having real hard throbbing cocks.
Then I closed my stool lid and stuck the suction cup of the dildo to it, I lubed up my fake cock and positioned myself over it easing down directing it to my lubed rosebud till I felt it's tip against my ass opening, I remembered to push out as I slowly sat on it, feeling it enter my tight ass as I slowly sat down feeling it's firmness enter my ass several inches, I stopped then backed off, I put more lube on the dildo and eased back down letting more fill my ass, I moaned and pulled up and sat back on it, each time letting more enter me till I had all six inches deep in my ass sitting fully down on the stool lid. It felt really good and I slowly rocked around on it and then slowly bounced up and down enjoying the feel of it sliding in and out of my lubed ass, I groaned and rose up till it was close to the tip and then sat down feeling it buried in my ass, soon I was bouncing up and down on that dildo faster and faster moaning and groaning with lust as I felt my cum rise up and shoot on the floor and dribble out on the stool seat, I didn't even touch myself.
For the next week or so I played with both of my dildo's, I would start out using the thin one sitting on it as I sucked on the bigger one and as my excitement rose, I switched over to to sitting on the bigger dildo, sometimes jacking off as I did and sometimes reaching a climax with out touching myself. I enjoyed my dido's so much I ordered another even bigger one along with a mid-thigh skirt and a thong panty, I also did some more research on girly-boys and crossdressers as I let my hair grow longer and I was feeling like I maybe I could look like them! I started to shave myself everywhere, using lotion marveling how smooth and shapely my legs looked shaved. Next I bought a pair of girly flip-flop's at the store and tried on the thong and skirt with one of my tank tops that looked good with it, tying a knot on it's side as I've seen girls do, I put on some lipstick and checked myself out in the bedroom tall mirror. I was surprised at how close I tended to look like a girl, just as that trucker said, I turned around checking out my back side, thinking damn my ass is a cute bubble butt like a girls, my legs looked ok but, when I rose up on my toes, they really looked great!
I tried walking around like a girl would, putting a little sway in my hips, then feeling naughty I bent over at the waist to see my thong panties, my skirt didn't ride up enough to see anything more than my lower cheeks, so I pulled up my skirt to take a look and thought how sexy the thong made my ass look, oh, so fuckable I bet..!! I got a huge hardon and was leaking some precum, thinking how much I wanted to have a real man's cock in my ass besides my dildo's, I kept thinking about that trucker that I sucked off, how he had told me I could catch a ride with him anytime. I remembered he told me that he was usually at the bigger truck stop in the next town, I was so turned on I grabbed my lube and drove over to the truck stop, cruising around looking for his truck.
It took me awhile driving around in the back dark parking area with all the big rigs, I marveled at how many big trucks and different types there were as I slowly drove down the rolls, I was starting to feel foolish and thinking about going home and playing with one of my dildo's when I noticed his truck towards the back row on one end. I drove over beside his truck to park close and looked to see if he was in his truck, I waited and didn't see him so I finally got the nerve to get out of my car, it was dark so I quickly walked over to his passenger door and knocked soon a overhead light came on showing that he was there, he rolled down the window and asked, "can I help you miss?" A thrill ran through my body as I heard him say miss, I spoke up, it's me from a couple months ago, blushing, you showed me your truck at the small truck stop next town over, you said I could catch a ride with you anytime! He had a blank look on his face, I blushed again, I was the boy you showed your truck to.! His face showed surprise and he said, Wow, Nice.!! I really like your outfit, I did a little walk around so he could see my sway I practiced, I thought you'd look hot as a girl and I was right, did you want to see my truck again? I blushed and stammered out yes, I, I brought lube! He hopped out of his truck and opened the passenger door for me, taking my hand he helped me up he placed his other hand on my ass giving it a squeeze as he climbed up behind me, he told me to stand as he scooted around sitting on the seat before pulling me onto his lap. Now, isn't this nice as he wrapped his arms around me as I leaned back against him wiggling on his lap feeling his bulge pressing against my ass, I was tenting my skirt as his hands roomed over my body, he ran his hand up my smooth legs pulling my skirt up I moaned as he said, Nice as he exposed my thong covering my hard little cock with my wet spot showing he ran a finger over it making me shiver and wiggle with lust, I wanted him to used me like a girl. I couldn't wait any longer, I slid down between his legs knelling on the floorboards of his truck, I unzipped and unbuckled his pants, he lifted up as I pulled them down exposing his 6 inch thin rock hard cock, I wrapped my lips around it hearing him moan, "Yessss" as I took him down to his base gagging slightly as I wrapped my tongue around his shaft pulling up to his tip, tasting his manliness I moaned and shuttered with lust and desire for his cock. I slobbered over his hard cock till I finally couldn't wait any longer and looked up at him, saying, "please, I have lube".!
I pulled the small tube out of my shirt where I had tied it in a knot and handed it to him, he took it and slathered it over his throbbing cock as I turned around pulling my skirt up showing him my cute bubble butt with just my string thong, he moaned lovely, as he pulled my string aside and applied the rest of the lube to my rose bud, working first one than two fingers in my tight boy pussy stroking them in and out as I moaned, pushing back against his fingers wanting him to stick his hard cock where his fingers are, I panted, "Please fuck me"! He pulled his fingers from my hungry willing ass and took my hips pulling me back onto his lap, I reached back taking his lubed cock and positioned it's head at my rose bud opening, I was so excited I almost forgot to push out as I slowly sat down on his cock, It started to hurt at first till I remembered to push out and his head slipped in. I stopped realizing that I was about to get fucked like a girl with a real man's cock, as a shutter of animalistic lust ran through my body, I slammed myself down on his lap, taking his whole 6 inches of thin hard cock deep in my ass gasping as I felt his length filling my ass, I moaned with the pleasure of him and wiggled around on it enjoying the feel as he moaned, "Yeah, baby that's it take it all"! I started to lift myself up and down on his shaft more fucking myself as he groaned, girly-boy you are so fucking tight, I don't know how long I can last, a thrill ran threw my body realizing I'm giving him pleasure just like he's giving me pleasure, as I started to move faster up and down his hard shaft in my ass moaning with lust of feeling his cock in my tight ass my little cock was leaking precum making the front of my thong extremely wet. He grabbed my hips and started to slam me down fast and hard on his throbbing cock groaning, "I'm going to cum soon baby", I moaned with lust, "yes do it, give it to me" as I arched my back as the lust raced threw me, I came in my thongs as I felt his cock swell in my ass, filling me with his hot cum grunting and growling as he emptied himself deep inside me, I moaned as I laid back on his lap feeling his arms around me as he humped his last few squirts of cum in me.
I felt so satisfied like never before, I knew then that I wanted more of this, that I loved getting fucked and I loved sucking cock's, that this was what I was missing in my life! I felt his deflated cock slipping out of my ass, I got off his lap missing the feeling of having it hard and throbbing in me already as he reached inside his console for some Kleenex, handing me some as he took some to wipe off his dripping cock, I felt some of his cum running down my leg, I had this strange sense of naughtiness and smuttiness' as I had a thrill run threw my body as I realized that I wanted to be just a slut for men. He broke into my thoughts saying, "Wow, thanks for a great fuck the other truckers will be jealous", "anytime you need a ride I'll be here".
I winked, smiling and said, "I'll keep that in mind" as I opened the truck door climbing down into the dark night, as I walked to my car I felt his cum that ran down my legs cooling in the night air. More, that's all I was thinking about as I was driving home, I needed more cocks and I bet that other truckers would let me have theirs! I want More.!